
The Annex
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About The Annex
One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.
To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.
The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)
Who Lives Here
For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.
Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.
What's Great About It?
The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.
In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.
When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.
Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.
Schools
When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).
The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.
Homes for sale in The Annex
Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.
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48 Bernard Avenue in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C5684245
48 Bernard Avenue Annex Toronto M5R1R2 $5,898,000Freehold- Status:
- Active
- MLS® Num:
- C5684245
- Bedrooms:
- 3
- Bathrooms:
- 4
Irresistible Jewel In Heart Of The Annex. Victorian Residence Restored & Transformed To Perfection By Architect Richard Wengle. Located On Exclusive Tree-Lined Street, Home Radiates Heritage Charm & Refined Elegance. 5" Quarter Cut Oak Hardwood Floors, 10' Ceilings On Main, Gas Fireplaces, Custom Paneled Walls & Crown Moulding. Form & Function Combine In Epicurean Kitchen Where Top-Of-The-Line Appliances Are Sure To Please. Heated Floors In Ensuite & Baths. More detailsListed by HARVEY KALLES REAL ESTATE LTD., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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55 Madison Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5526034
55 Madison Avenue Annex Toronto M5R2S3 $5,395,000Freehold- Status:
- Active
- MLS® Num:
- C5526034
- Bedrooms:
- 3
- Bathrooms:
- 15
15 Suite Investment Property/The Grand Old Lady/Prime Madison Avenue Location/Bloor And Spadina Area/Recent Renovations To 8 Apartments/Large 50 By 126 Foot Lot/Detached Victorian With Private Driveway More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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55 Madison Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C5526040
55 Madison Avenue Annex Toronto M5R2S3 $5,395,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C5526040
- Major Bus.:
- Apts-13 To 20 Units
- Total Area:
- 6,300 sq. ft.585.29 m2
15 Suite Investment Property/The Grand Old Lady/Prime Madison Avenue Location/Bloor And Spadina Area/Recent Renovations To 8 Apartments/Large 50 By 126 Foot Lot/Detached Victorian With Private Driveway More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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98 Kendal Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5694901
98 Kendal Avenue Annex Toronto M5R1L9 $4,999,000Freehold- Status:
- Active
- MLS® Num:
- C5694901
- Bedrooms:
- 5
- Bathrooms:
- 6
Stately Annex Mansion. Majestic Interiors With Magnificent Heritage Grandeur. Well Appointed Principal Rooms. Multiple Bay Windows & Fireplaces. New Hardwood Floors. Massive 3 Storey, 5 Huge Bedrooms, 6 Baths + 2 Large Family Rooms. Sweeping Front Porches. Amazing Serviced Workshop/Studio Retreat At Rear. Grand Front Hall, Formal Living & Dining Rooms. Spacious Kitchen W/Custom Cabinetry. Huge Main Flr Family Room. Walkout To Enchanting Garden. Primary Suite With Spacious Dressing Room & Ensuite Bath. 3rd Flr: 2 Bedrooms, Generous Family Room, Bath, Laundry, Roof Deck. Finished Basement Living Space, Bedroom, Bath, Laundry & Wine Room. Prestigious Annex Location On Coveted Kendal Ave. Steps To Popular Sibelius Square Park. Walk To 2 Subway Lines, Bloor Street Restaurants, Royal St George's College, Jackman Ics, Uts & Uoft. Parking For Up To 4 Cars On Rare Private Drive. This House Has It All. More detailsListed by SUTTON GROUP-ASSOCIATES REALTY INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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5 350 Davenport Road in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C5540430
5 350 Davenport Road Annex Toronto M5R1K6 $4,500,000Condo- Status:
- Active
- MLS® Num:
- C5540430
- Bedrooms:
- 2
- Bathrooms:
- 3
Spectacular Cutting Edge Comfort, Carefully Planned And Designed To Provide Extraordinary Living Space. This 8 Story Building Offers Full Floor Residences On The 4th,5th Or 6th Floor, And A 2 Story Residence On The 2nd/3rd Floor. This Street Is Undergoing A Renaissance, And This Boutique Condo Project Will Lead The Way In Distinctive Modern Luxury And Finishes. More detailsListed by HAZELTON REAL ESTATE INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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124 Kendal Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5707126
124 Kendal Avenue Annex Toronto M5R1L9 $4,100,000Freehold- Status:
- Active
- MLS® Num:
- C5707126
- Bedrooms:
- 6
- Bathrooms:
- 6
A Rare Find Fully Renovated 3-Storey House In Heart Of Annex!!! Incredible Layout W/ 4300+ Sf Of Living Space; Main 2-Bdrm; Second 2&1-Bdrm; Third 1-Bdrm; Bsmt 3-Bdrm. Modern Kitchen W/ Quartz Countertop. Heated Flr Porcelain Master Ensuite. Hardwood & Laminate Floors T/O. Over 100 Pot Lights T/O. Fresh Paint. Cof Cling, Paneled Wall. New Plumbing Fixtures. 2 Lrg Composite Deck Terrace. Park Up To 5 Cars Incl Detached Garage. Seller Take-Back Mortgage Option. More detailsListed by RC BEST CHOICE REALTY CORP, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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94B Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5651161
94B Admiral Road Annex Toronto M5R2L6 $3,999,000Freehold- Status:
- Active
- MLS® Num:
- C5651161
- Bedrooms:
- 3
- Bathrooms:
- 4
Stunning Annex Home, Meticulously Renovated Throughout To Create A Perfect Fusion Of Ambience & Comfort. Natural Light, Floods The Space W/ Warmth. Lower Level Suite Allows For Personal Use Or Rent Out For Extra Monthly Income. Only Steps Away From The Yorkville's Finest Shops And Dining. More detailsListed by PSR, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
1529-31 Dupont Street in Toronto: Dovercourt-Wallace Emerson-Junction Property for sale (Toronto W02) : MLS®# W5719220
1529-31 Dupont Street Dovercourt-Wallace Emerson-Junction Toronto M6P-3S3 $3,499,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- W5719220
- Total Area:
- 5,881 sq. ft.546.36 m2
Take Advantage Of This Freestanding, Dual Exposure Commercial Corner Building Situated In The Upcoming Prime Juntcion Triangle, Fronting On A High Vehicular & Pedestrian Traffic Strip. Equipped With 2 Commercial Ground Floor Units, 6 Self-Contained Residential Units, An Outdoor Patio, Parking & More! Property Is Surrounded By Vibrant Neighbourhoods, & Plenty Of Upcoming Developments. For Investors & End-Users Aspiring To Acquire A Property With Abundant Future Potential And/Or Improvements For Increased Income/Cashflow. Don't Miss Out! More detailsListed by ROYAL LEPAGE CONNECT REALTY, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
106 Lowther Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5675486
106 Lowther Avenue Annex Toronto M5R1E3 $2,995,000Freehold- Status:
- Active
- MLS® Num:
- C5675486
- Bedrooms:
- 3
- Bathrooms:
- 4
Beautiful Victorian Home Built Around 1900, Lovingly Owned By The Same Family For 32 Years. Great Live/Work Space Option. Located In The Heart Of The Annex. Soaring 10Ft Ceilings On Main Floor. Breathtaking Crown Moulding And Character Throughout. Elegant Exterior And Lush Gardens. Main Floor Powder Room And Basement Nanny Suite. Second Floor Family Room With Fireplace - Can Be Converted To 4th Bedroom Or Office. Large Primary Bedroom With 4Pc Ensuite. More detailsListed by FOREST HILL REAL ESTATE INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
145 Howland Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5717520
145 Howland Avenue Annex Toronto M5R3B4 $2,850,000Freehold- Status:
- Active
- MLS® Num:
- C5717520
- Bedrooms:
- 4
- Bathrooms:
- 4
145 Howland Ave Is Situated On A 24-Foot Lot In One Of The Most Coveted Streets In The Annex. This Large 3-Storey Semi-Detached Home Has Been Resorted And Renovated Over The Years. This 4+1 Bedroom House Has All The Charm And Character With Modern Updates On Each Floor. The Livingroom Features A Restored Fireplace & Original Pocket Doors Separating The Oversized Diningroom That Walks-Out To A Large Deck And Renovated Kitchen With A Eat-In Breakfast Area And Plenty Of Pantry Spaces. 2nd Floor Features 2 Bedrooms, One W/ 4-Piece Ensuite, One W/ A Large Sitting Area & Fireplace. 3rd Floor Primary Condo-Size Suite W/ A 4-Piece Ensuite, A Wet Bar & Dressing Room, Or Office. Well-Appointed Basement Recently Renovated W/ 9Into A 1-Bed, 1-Bath Apt With Laundry. This Is Your Chance To Own A Home And Live In The Historic Community Of The Annex With So Many Near By Conveniences Of Shops, Restaurants, And Cafes. More detailsListed by RE/MAX ULTIMATE REALTY INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
165 Howland Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C5723409
165 Howland Avenue Annex Toronto M5R3B7 $1,972,000Freehold- Status:
- Active
- MLS® Num:
- C5723409
- Bedrooms:
- 5
- Bathrooms:
- 4
South Annex Victorian -Where 1885 Charm Meet 21st Century ,Desinger Clad 3Storey,All Brick ,Renovated Home Offering 5Bedroom,4Bathroom,Master Bedroom +Walkout Deck ,Breakfast Area Walkout To Garden .Basement Fn Walk Out .Of Lying Space,High Ceilings ,Designer Built-Ins,Street Parking With Permit .Deep Back Yard Garden . Finished Walk Out Basement, Can Be Extra Income If You Wish . More detailsListed by BAY STREET GROUP INC., BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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411 1 Bedford Road in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C5721618
411 1 Bedford Road Annex Toronto M5R 2J7 $1,888,000Condo- Status:
- Active
- MLS® Num:
- C5721618
- Bedrooms:
- 2
- Bathrooms:
- 2
Sun-Filled Unobstructed S/W Corner Unit W/ Breathtaking View Of The Cn Tower! Direct Access To 2 Subway Lines, The Finest Shopping In Yorkville, U Of T, Museums & Great Restaurants. A Fantastic Layout W/ No Wasted Space, 2 Balconies, Hardwood Flrs Throughout, Xl Granite Island To Seat 5 People, Miele Appl., Crema Marfil Floor In Bathrooms, High Ceilings, A Premium Parking Spot On P1 Next To The Elevator & Exclusive Locker Steps From Your Door. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY, BROKERAGE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca

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